Ibudilast

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Ibudilast are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Ibudilast?

The molecule Ibudilast presents a molecular formula of C14H18N2O and its IUPAC name is 2-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one.

Ibudilast (1-(3-isobutyl-2-methyl-pyrazolo[1,5-a]pyridine-5-carbonyl)-3-methoxy-urea) is a molecule that has shown promise in the treatment of a variety of inflammatory diseases. Ibudilast was originally developed as an anti-asthma drug, but has since been shown to be effective in the treatment of other inflammatory diseases such as multiple sclerosis, COPD, and Alzheimer's disease..

Ibudilast works by inhibiting the production of pro-inflammatory cytokines, such as TNF-alpha and IL-1beta. Additionally, ibudilast has been shown to promote the production of anti-inflammatory cytokines, such as IL-10. The net effect of these actions is a reduction in inflammation..

Ibudilast has been shown to be effective in the treatment of a variety of inflammatory diseases, including multiple sclerosis, COPD, and Alzheimer's disease. In each of these diseases, ibudilast has been shown to reduce inflammation and improve clinical outcomes..

Ibudilast is a promising new molecule with the potential to treat a variety of inflammatory diseases..

3D structure

Cartesian coordinates

Geometry of Ibudilast in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Ibudilast ZJVFLBOZORBYFE-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Ibudilast

 

Molecule descriptors

 
IUPAC name2-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one
InChI codeInChI=1S/C14H18N2O/c1-9(2)13-12(14(17)10(3)4)11-7-5-6-8-16(11)15-13/h5-10H,1-4H3
InChI KeyZJVFLBOZORBYFE-UHFFFAOYSA-N
SMILESCC(C)C(=O)c1c(C(C)C)nn2ccccc12

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (Ibudilast)1-(2-Isopropyl-pyrazolo[1,5-a]pyridin-3-yl)-2-methyl-propan-1-one
  • 1-(2-ISOPROPYLPYRAZOLO(1,5-.ALPHA.)PYRIDIN-3-YL)-2-METHYL-1-PROPANONE
  • 1-(2-Isopropyl-pyrazolo[1,5-a]pyridin-3-yl)-2-methyl-propan-1-one
  • 1-(2-Isopropyl-pyrazolo[1,5-alpha]pyridin-3-yl)-2-methyl-propan-1-one
  • 1-(2-Isopropylpyrazolo(1,5-a)pyridin-3-yl)-2-methyl-1-propanone
  • 1-(2-Isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one (Ibudilast)
  • 1-(2-isopropylH-pyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one
  • 1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one
  • 1-(2-isopropylpyrazolo[1,5-alpha]pyridin-3-yl)-2-methylpropan-1-one
  • 1-Propanone, 2-methyl-1-(2-(1-methylethyl)pyrazolo(1,5-a)pyridin-3-yl)-
  • 1-Propanone, 2-methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-
  • 2-Isopropyl-3-isobutyrylpyrazolo(1,5-a)pyridine
  • 2-Methyl-1-[2-(Propan-2-Yl)pyrazolo[1,5-A]pyridin-3-Yl]propan-1-One
  • 2-isopropyl-3-isobutyrylpyrazolo[1,5-a]pyridine
  • 2-methyl-1-(2-propan-2-yl-3-pyrazolo[1,5-a]pyridinyl)-1-propanone
  • 2-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one
  • 2-methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-1-propanone
  • 3-Isobutyryl-2-isopropyl-Pyrazolo(1,5-a)pyridine
  • 3-Isobutyryl-2-isopropylpyrazolo(1,5-a)pyridine
  • 3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine
  • 50847-11-5
  • 847I115
  • A828320
  • AB00698306-06
  • AC-1044
  • AV 411
  • AV-411
  • AV411
  • AVL
  • BCP02335
  • BCP9000768
  • BCPP000209
  • BDBM50240404
  • BRN 0656579
  • CCG-204688
  • D01385
  • DB05266
  • DSSTox_CID_28933
  • DSSTox_GSID_49007
  • DSSTox_RID_83199
  • EU-0100599
  • Eyevinal
  • F20666
  • FT-0654591
  • FT-0670255
  • GTPL7399
  • H-20256
  • HMS2089B21
  • HMS2233H08
  • HMS3261H20
  • HMS3268O11
  • HMS3374P02
  • HMS3412B20
  • HMS3676B20
  • HMS3715L09
  • HMS3886M03
  • HY-B0763
  • I 0157
  • I0157_SIGMA
  • I0740
  • Ibudilast
  • Ibudilast (JAN/INN)
  • Ibudilast (JP17/INN)
  • Ibudilast,(S)
  • Ibudilastum
  • J-512714
  • KC-404
  • KC-404;AV-411;MN-166
  • Ke Tas
  • Ketas
  • L003042
  • LP00599
  • Lopac-I-0157
  • Lopac0_000599
  • M0TTH61XC5
  • MFCD00864808
  • MLS000862198
  • MN-166
  • NCGC00015542-01
  • NCGC00015542-02
  • NCGC00015542-03
  • NCGC00015542-04
  • NCGC00015542-05
  • NCGC00015542-06
  • NCGC00015542-07
  • NCGC00015542-17
  • NCGC00025261-01
  • NCGC00025261-02
  • NCGC00025261-03
  • NCGC00025261-04
  • NCGC00261284-01
  • Pinatos
  • Pyrazolo(1,5-a)pyridine, 3-isobutyryl-2-isopropyl-
  • Q261167
  • SB19092
  • SDCCGSBI-0050581.P002
  • SMR000326961
  • SR-01000075927
  • SR-01000075927-1
  • SR-01000075927-3
  • SR-01000075927-6
  • SY051343
  • Tocris-1694
  • ibudilast
  • s4837

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4234
  • CAS-50847-11-5
  • UNII-M0TTH61XC5
  • AKOS015895123
  • BRD-K16444452-001-03-4
  • DTXSID7049007
  • CHEMBL19449
  • CHEBI:31684
  • Tox21_113503
  • Tox21_500599
  • Tox21_113503_1
  • SCHEMBL30390

Physico-Chemical properties

IUPAC name2-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one
Molecular formulaC14H18N2O
Molecular weight230.306
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity69.58
LogP3.3
Topological polar surface area34.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.